Summerland Key Squirrel Key Hotels
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12 Aug - 13 AugTomorrow
13 Aug - 14 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 Aug Our top choices for Squirrel Key hotels
1. Sugar Loaf Lodge
Sugar Loaf Lodge6.8 km from Squirrel Key
Marjorie
HK$934
HK$1,050 total
includes taxes & fees
27 Aug - 28 Aug
2. Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views8.8 km from Squirrel Key
max
HK$2,012
HK$4,982 total
includes taxes & fees
7 Sept - 8 Sept
3. Hilton Key West Resort & Marina
Hilton Key West Resort & Marina16.5 km from Squirrel Key
Alondra
HK$1,152
HK$1,767 total
includes taxes & fees
19 Aug - 20 Aug
4. Hampton Inn Key West FL
Hampton Inn Key West FL18.6 km from Squirrel Key
Nichole
HK$1,027
HK$1,156 total
includes taxes & fees
30 Aug - 31 Aug
5. The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West17 km from Squirrel Key
Mauricio
HK$1,100
HK$1,709 total
includes taxes & fees
16 Aug - 17 Aug
6. Beachside Resort & Residences
Beachside Resort & Residences17.6 km from Squirrel Key
Nicole
HK$787
HK$1,636 total
includes taxes & fees
16 Aug - 17 Aug
7. Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West18.8 km from Squirrel Key
Adam
HK$1,463
HK$1,999 total
includes taxes & fees
31 Aug - 1 Sept
8. Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection17.7 km from Squirrel Key
Fernando
HK$981
HK$1,324 total
includes taxes & fees
25 Aug - 26 Aug
9. Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West17.4 km from Squirrel Key
Lakshit
HK$1,734
HK$2,304 total
includes taxes & fees
30 Aug - 31 Aug
10. Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina17.2 km from Squirrel Key
Emily
HK$770
HK$2,181 total
includes taxes & fees
13 Aug - 14 Aug
11. The Laureate Key West
The Laureate Key West18.1 km from Squirrel Key
Jayce
HK$1,247
HK$1,624 total
includes taxes & fees
25 Aug - 26 Aug
12. DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West18.2 km from Squirrel Key
Chandra
HK$959
HK$1,343 total
includes taxes & fees
20 Aug - 21 Aug
13. Blue Flamingo Resort Key West
Blue Flamingo Resort Key West17.7 km from Squirrel Key
Robert
HK$911
HK$1,466 total
includes taxes & fees
30 Aug - 31 Aug
14. Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection17.7 km from Squirrel Key
Thalia
HK$860
HK$1,189 total
includes taxes & fees
18 Aug - 19 Aug
15. Havana Cabana at Key West
Havana Cabana at Key West18.3 km from Squirrel Key
Tracie
HK$1,130
HK$1,769 total
includes taxes & fees
27 Aug - 28 Aug
16. Parrot Key Hotel & Villas
Parrot Key Hotel & Villas19.5 km from Squirrel Key
Cheryl
HK$1,099
HK$1,686 total
includes taxes & fees
30 Aug - 31 Aug
17. Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront19.1 km from Squirrel Key
Everton
HK$1,514
HK$1,704 total
includes taxes & fees
31 Aug - 1 Sept
18. Ibis Bay Beach Resort
Ibis Bay Beach Resort19.1 km from Squirrel Key
Jamie
HK$890
HK$1,254 total
includes taxes & fees
18 Aug - 19 Aug
19. Island View 1BR Residence With Balcony
Island View 1BR Residence With Balcony17.5 km from Squirrel Key
Luis
HK$1,501
HK$2,380 total
includes taxes & fees
17 Aug - 18 Aug
20. Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West20 km from Squirrel Key
Zachary
HK$981
HK$1,324 total
includes taxes & fees
17 Aug - 18 Aug
Compare popular hotels close to Squirrel Key
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
 Sugar Loaf Lodge | 8.2 Very good 1,003 reviews | View | |||||
 Starlight Serenity - Hideaway w Stunning Views | 10.0 Exceptional 1 review | View | |||||
 Hilton Key West Resort & Marina | 9.0 Wonderful 1,831 reviews | View | |||||
 Hampton Inn Key West FL | 9.0 Wonderful 1,458 reviews | View | |||||
 The Perry Hotel & Marina Key West | 9.4 Exceptional 1,319 reviews | View |
Top Squirrel Key Hotel Reviews
Sugarloaf Key Hotel at KOA Resort
10/10 Excellent
"Great place to stay."
Florida Keys Beach Getaway
10/10 Excellent
"Man, this place was awesome. If it wasnt for the sea weed, we would never want or have a need to leave. Seaweed was thinning out towards the end of our trip, but man, this place was worth it. Tom, your a gem bud."
Private and Exclusive Florida Keys Getaway
10/10 Excellent
"Beautiful view and sweet natural beach/coastline. The pool was heavenly"
Luxurious Oceanfront 5BR Property with heated Pool & Waterfall
10/10 Excellent
"We had an absolutely incredible stay in the Florida Keys this spring! This home exceeded every expectation and was the perfect place for our group of friends and family to relax and enjoy island life. Cris was wonderful to work with — communication was prompt, friendly, and seamless from start to finish.The property was spotless, beautifully maintained, and thoughtfully stocked with everything we needed. The oceanfront setting was stunning, with peaceful mornings by the water and unforgettable sunsets at nearby waterfront restaurants. The outdoor spaces quickly became our favorite place to gather, relax, and soak in the laid-back Keys atmosphere.We loved kayaking from the property, swimming in the clear ocean water, and fishing from the dock. Playing pickleball nearby and walking to the local island coffee shop afterward became one of our favorite routines. The two-story layout with kitchens on both levels was perfect for our group, giving everyone plenty of space and privacy while still feeling connected.The location was ideal — close to restaurants and activities while still peaceful and private. This home created unforgettable memories for all of us, and we would return in a heartbeat. Highly recommend for the perfect Florida Keys getaway!"
Starlight Serenity - Hideaway with Stunning Views
10/10 Excellent
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
10/10 Excellent
"This was a lovely home and there was great communication with the host."
Sublimely private luxury home with enveloping oceanfront views near Key West
10/10 Excellent
"We had a wonderful stay at this home. The property itself is absolutely stunning, with beautiful sunset views and a great layout that made it easy for everyone to spread out and relax. The pool was warm and inviting, and there was plenty of space for our group to enjoy both indoors and outdoors. The party room was fun for our teenagers and adults! One of the highlights was the location on the bay—the water is very shallow and incredibly calm, which made it perfect for relaxing and enjoying the surroundings. However, if you’re looking for ocean waves, you won’t get that here. The bedrooms were a pleasant surprise. Although there were no photos listed, they were all very spacious and each had its own en-suite bathroom, which added a lot of comfort and convenience for our group.There were just a couple of things to note. The upstairs bathrooms had low water pressure, which could be improved. Additionally, only four exterior cameras were disclosed in the listing; however, we counted seven cameras around the exterior of the home. Full and accurate disclosure of all cameras is important, and this discrepancy made us feel uncomfortable at times—especially traveling with teenage daughters.Overall, this is a beautiful home in a great setting, and we truly enjoyed our stay."
Private and Exclusive Beach Getaway
10/10 Excellent
"Location was amazing. Lots of great local restaurants and food markets nearby. Property was gorgeous, very private, and spacious interiors. Beds were so comfortable! Friendly staff and the pool was a 10 out of 10!! I will be back. "
Summer get away desination- at the newly renovated three story fun house!
10/10 Excellent
"This house is in a great location, quiet and relaxing. We had everything we needed, space and amenities. Rodney was quick to respond and very accommodating. We would stay again. "
Other attractions near Squirrel Key
Upper Sugarloaf Sound
9.2/10 (17 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.